9-Octadecenoic acid (Z)-, 3-((6-O-alpha-D-galactopyranosyl-beta-D-galactopyranosyl)oxy)-2-hydroxypropyl ester, (S)-

Details

• Internal ID: 5f8567e3-c7f4-4ad8-b0df-9d8d08e414c5
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,4R,5S,6R)-3,3,4,5-tetrahydroxy-2-propoxy-6-[[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-4-yl] (Z)-octadec-9-enoate
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC(=O)OC1(C(C(OC(C1(O)O)OCCC)COC2C(C(C(C(O2)CO)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCC/C=C\CCCCCCCC(=O)O[C@@]1([C@H]([C@H](O[C@H](C1(O)O)OCCC)CO[C@@H]2[C@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O
• InChI: InChI=1S/C33H60O14/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(35)47-33(42)29(39)24(46-31(32(33,40)41)43-20-4-2)22-44-30-28(38)27(37)26(36)23(21-34)45-30/h11-12,23-24,26-31,34,36-42H,3-10,13-22H2,1-2H3/b12-11-/t23-,24-,26+,27+,28+,29+,30+,31-,33-/m1/s1
• InChI Key: PJXRZWXBCYISPA-IQWVMRMJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₆₀O₁₄
• Molecular Weight: 680.80 g/mol
• Exact Mass: 680.39830658 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 23

Synonyms

• 9-Octadecenoic acid (Z)-, 3-((6-O-alpha-D-galactopyranosyl-beta-D-galactopyranosyl)oxy)-2-hydroxypropyl ester, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7702	77.02%
Caco-2	-	0.8605	86.05%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8429	84.29%
OATP2B1 inhibitior	-	0.5771	57.71%
OATP1B1 inhibitior	+	0.8087	80.87%
OATP1B3 inhibitior	+	0.8768	87.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7005	70.05%
P-glycoprotein inhibitior	+	0.6539	65.39%
P-glycoprotein substrate	-	0.6621	66.21%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.8606	86.06%
CYP2C9 inhibition	-	0.8943	89.43%
CYP2C19 inhibition	-	0.8269	82.69%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.8886	88.86%
CYP2C8 inhibition	+	0.4875	48.75%
CYP inhibitory promiscuity	-	0.9251	92.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7294	72.94%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.7692	76.92%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6673	66.73%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9032	90.32%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5122	51.22%
Acute Oral Toxicity (c)	III	0.5947	59.47%
Estrogen receptor binding	+	0.7939	79.39%
Androgen receptor binding	+	0.5611	56.11%
Thyroid receptor binding	-	0.5954	59.54%
Glucocorticoid receptor binding	-	0.5746	57.46%
Aromatase binding	+	0.6297	62.97%
PPAR gamma	+	0.6274	62.74%
Honey bee toxicity	-	0.8939	89.39%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6689	66.89%
Fish aquatic toxicity	+	0.9416	94.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.26%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	93.15%	92.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.68%	92.08%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.87%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.68%	96.00%
CHEMBL230	P35354	Cyclooxygenase-2	88.96%	89.63%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.17%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.10%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.01%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.74%	97.29%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.55%	92.32%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.08%	96.90%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.21%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.02%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.34%	90.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	83.13%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	82.57%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.69%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.41%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.06%	91.81%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.00%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.36%	96.95%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 6450013
• NPASS: NPC283143